메뉴 건너뛰기




Volumn 61, Issue 6, 1996, Pages 2185-2190

An efficient approach to pyrroles and N-bridgehead pyrroles by propargylation/cycloamination of 4-amino-1-azabutadiene derivatives

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIC IMINES; CYCLIZATION REACTIONS; CYCLOAMINATION; FUNCTIONALIZED; INDOLIZIDINES; METALATIONS; MULTISTEP PROCESS; PROPARGYL; PROPARGYL BROMIDES; PYRROLIZIDINES; THEORETICAL CALCULATIONS;

EID: 0002116802     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo951887y     Document Type: Article
Times cited : (33)

References (63)
  • 1
    • 84921185524 scopus 로고
    • Grundon, M. F, Ed, Chemical Society: London
    • Pinder, A. R. In The Alkaloids; Grundon, M. F., Ed.; Chemical Society: London, 1982; Vol. 12.
    • (1982) The Alkaloids , vol.12
    • Pinder, A.R.1
  • 3
    • 2342583204 scopus 로고
    • Chem Abstr. 1985, 102, 131860.
    • (1985) Chem Abstr , vol.102 , pp. 131860
  • 10
    • 0004230722 scopus 로고
    • For the biological activity of indolizidine alkaloids, see: a, Cordell, G. A, Ed, Academic Press: San Diego
    • For the biological activity of indolizidine alkaloids, see: (a) Takohata, H.; Momose, T. In The Alkaloids; Cordell, G. A., Ed.; Academic Press: San Diego, 1993; Vol. 44.
    • (1993) The Alkaloids , vol.44
    • Takohata, H.1    Momose, T.2
  • 13
    • 0002548343 scopus 로고
    • For the biological activity of pyrrolizidine derivatives, see: d
    • For the biological activity of pyrrolizidine derivatives, see: (d) Iyer, V. N.; Szybalski, W. Science 1964, 145, 55.
    • (1964) Science , vol.145 , pp. 55
    • Iyer, V.N.1    Szybalski, W.2
  • 16
    • 84943388739 scopus 로고
    • Katritzky, A. R, Rees, C. W, Eds, Pergamon Press: New York
    • Sundberg, R. J. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: New York, 1984; Vol. 4, p 313.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.4 , pp. 313
    • Sundberg, R.J.1
  • 17
    • 0343655044 scopus 로고
    • For syntheses of five-membered heterocycles by cycloamination under neutral or basic conditions, see: a
    • For syntheses of five-membered heterocycles by cycloamination under neutral or basic conditions, see: (a) Overman, L. E.; Tsuboi, S.; Angle, S. J. Org. Chem. 1979, 44, 2323.
    • (1979) J. Org. Chem , vol.44 , pp. 2323
    • Overman, L.E.1    Tsuboi, S.2    Angle, S.3
  • 26
    • 84885788853 scopus 로고    scopus 로고
    • Preliminary communications: (a) Barluenga, J.; Tomás, M.; Suárez-Sobrino, A. Synlett 1990, 351.
    • Preliminary communications: (a) Barluenga, J.; Tomás, M.; Suárez-Sobrino, A. Synlett 1990, 351.
  • 32
    • 76049128087 scopus 로고    scopus 로고
    • The general behavior of 4-amino-1-azadienes 1 and 2 toward electrophilic reagents implies the initial attack of the unsubstituted imine nitrogen, see reference 11.
    • The general behavior of 4-amino-1-azadienes 1 and 2 toward electrophilic reagents implies the initial attack of the unsubstituted imine nitrogen, see reference 11.
  • 33
    • 76049123136 scopus 로고    scopus 로고
    • Gaussian 92 Revision A. Frisch, M. J.; Trucks, J. W.; Head-Gordon, M.; Gill, P. M. W.; Wong, M.W.; Foresman, J. B.; Johnson, B. G.; Schlegel, H. E.; Robb, M. A.; Replogle, E. S.; Gomperts, R.; Andrés, J. L.; Raghavachari, K.; Binkley, J. S.; González, C.; Martin, R. L.; Fox, D. J.; Defrees, D. J.; Baker, J.; Stewart, J. J. P.; Pople, J. A., Gaussian Inc.: Pittsburgh, PA, 1992.
    • Gaussian 92 Revision A. Frisch, M. J.; Trucks, J. W.; Head-Gordon, M.; Gill, P. M. W.; Wong, M.W.; Foresman, J. B.; Johnson, B. G.; Schlegel, H. E.; Robb, M. A.; Replogle, E. S.; Gomperts, R.; Andrés, J. L.; Raghavachari, K.; Binkley, J. S.; González, C.; Martin, R. L.; Fox, D. J.; Defrees, D. J.; Baker, J.; Stewart, J. J. P.; Pople, J. A., Gaussian Inc.: Pittsburgh, PA, 1992.
  • 53
    • 2542433188 scopus 로고    scopus 로고
    • The transformation of the 2-furyl group into the carboxylic acid function is a quite common process in synthetic strategies. See, for instance: (a) Carlsen, P. H. J.; Katsuki, T.; Martin, V. S.; Sharpless, K. B. J. Org. Chem. 1981, 46, 3936.
    • The transformation of the 2-furyl group into the carboxylic acid function is a quite common process in synthetic strategies. See, for instance: (a) Carlsen, P. H. J.; Katsuki, T.; Martin, V. S.; Sharpless, K. B. J. Org. Chem. 1981, 46, 3936.
  • 58
    • 0004253353 scopus 로고
    • 2nd ed, OUP: New York
    • (a) Mann, J. In Secondary Metabolism, 2nd ed.; OUP: New York, 1987; p 205.
    • (1987) Secondary Metabolism , pp. 205
    • Mann, J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.